Pet-friendly holiday rentals in Leeward

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Leeward

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Superhost

Villa in Long Bay Hills

4.87 out of 5 average rating, 15 reviews

Steady Winds Hideaway - Turtle Villa 1 King Bed

Discover your private oasis in our delightful 1-bedroom villa nestled amidst lush greenery. This is a very safe and high end residential neighborhood with patrol cars nearby. Conveniently located just a short stroll away from Long Bay beach, where breathtaking sunrises and unforgettable beach memories await. Our welcome packet is available after booking. It's great for first time visitors to the island! Need more room? Adjacent villas are available to accommodate your larger groups as well.

Top guest favourite

Guest house in Caicos Islands

4.95 out of 5 average rating, 57 reviews

Waterfront Cottage w/Kayaks + SUV JEEP BOAT Opt

We provide Complimentary Watersports Items including a Ocean Kayaks, Stand Up Paddle Boards, Snorkel Gear, Beach Chairs, a Cooler. Optional Jeep or SUV Rental, option to rent a Pontoon or Triton Centre Console Boat with Private Captain! Our Island Guest Directory provides driving directions to all the best beach stops & the best places to set up your beach chairs with a description of amenities at each location like near a Beach Bar for food/drinks, entertainment, a washroom, pool bar and more.

Guest favourite

Villa in Providenciales

4.98 out of 5 average rating, 80 reviews

Villa Patina: Chalk Sound w/Dock & Private Beach

Simply the best of both worlds, this completely modernized villa still holds the traditional Caribbean vibe. The home is light and airy, but with upgrades galore. From Hue lighting, to the whole home Sonos sound system, and smart TVs in common spaces and each bedroom, Villa Patina is easy to call home. With expansive views of Chalk Sound from nearly every corner, plus a private dock and beach, with a 1600 sq. ft. pool deck, the home flows beautifully from indoor to outdoor, drawing nature in.

Top guest favourite

Apartment in Grace Bay

4.98 out of 5 average rating, 50 reviews

The ONE at Grace Bay

Discover paradise in our 2-bed, 2-bath condo nestled in the heart of Grace Bay! With its prime location, you'll be just steps away from the world-renowned, stunning turquoise waters and white sand beaches. Our condo offers a fully equipped kitchen, private patio, shared pool, BBQ area, and gym. Ideal for relaxation and exploration, immerse yourself in island life, local shops, and dining. Your perfect getaway begins here. Book now for an unforgettable experience. Follow @theoneatgracebay!

Guest favourite

Loft in Long Bay Hills

4.88 out of 5 average rating, 178 reviews

Best deal on island! On the water w/pool!

♥♥ The studio is a secluded get-away place apart from the tourist areas. It overlooks the lake of Juba Sound National Park. The studio is only a 10-minute drive to the world-famous Grace Bay Beach and Longbay Beach (kiteboarding beach)! Restaurants and nightlife are also close by. The studio is in a secure, quiet location where you can relax and enjoy your vacation. This studio is ideal for singles, couples, and kiteboarders. You will need to rent a car for better convenience and freedom!

Superhost

Apartment in Grace Bay

4.89 out of 5 average rating, 75 reviews

2 Bdrm Condo Grace Bay a quick walk too the Beach

Enjoy your vacation in our spacious newly renovated modern 2 bedroom condo nestled in the heart of Grace Bay. Just a few minutes stroll to Grace bay Beach were sun bathing, swimming and snorkelling awaits you. In the pristine waters of the No. 1 Best Beach in the Caribbean and No. 2 Best Beach in the World in 2020 according to Trip advisor 2020 Travellers’ Choice® Awards. Or take a 5 minute walk and enjoy some retail therapy on Grace Bay strip with our world class cuisine and shopping .

Guest favourite

Villa in Grace Bay

4.93 out of 5 average rating, 27 reviews

HopeWell Villa West - 5 Minutes to Grace Bay Beach

Located 5 minutes from GraceBay Beach, is Hopewell Villa East. This spacious 2 bedrooms 2 bath house is located just 2 streets from Grace Bay Beach and Coco Bistro Restaurant, in a quiet peaceful and safe residential neighborhood. If you are looking for a modern, clean, affordable, kids and family-friendly rental and minutes away from some of the most beautiful beaches in the world, look no further! **We have rental cars,suv and van available. Please let me know of your interested.**

Superhost

Villa in Providenciales

4.82 out of 5 average rating, 101 reviews

BeachHaus Villa with ocean view and private pool

Newly renovated Villa. Enjoy breathtaking panoramic ocean views from your private terrace, or from your second floor master suite balcony in our bright and modern villa. Fully-equipped open concept kitchen featuring a gas range, and dishwasher. Reliable wifi. Master with , ensuite with rainforest and hand-shower, wood barn doors, and private balcony with outshower. Pool and outdoor living. Ideal for families. Safe, quiet and central neighborhood, 3 minute walk to the beach!

Superhost

Apartment in Grace Bay

4.81 out of 5 average rating, 130 reviews

Gated Condo in Grace Bay/ Short Walk to Everything

This studio in Grace Bay offers comfort and convenience. It's a few minutes walk to the beach, grocery stores, restaurants, activities, and a medical center. The Caicos Key condo is new and includes a 55-inch smart TV with Fire Stick, fast Wi-Fi, a dishwasher, and a washer/dryer combo. For your security, the property has a smart lock and is gated. Guests can also use the swimming pool and BBQ area. We aim to make your stay comfortable and can provide anything you need on demand.

Superhost

Villa in Long Bay Hills

4.92 out of 5 average rating, 127 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Guest favourite

Flat in Cooper Jack Bay Settlement

4.93 out of 5 average rating, 138 reviews

Poco Villa

Situated in the Discovery Bay Canal "Poco Villa" is a separated complete studio with a view of the canal and access to a freshwater pool and sun decK with bar and barbeque. The accommodation is a one a/c unit with a full kitchen living room and tv. Its a peacefull place surrounded by water. There are two units for rent on this property the other "Coco Villa" both being double occupancy. We do suggest our guests have a vehicle rental to explore the island.

Top guest favourite

Guest house in Leeward Settlement

4.97 out of 5 average rating, 114 reviews

"The Nest Cozy Cottage"

“The Nest” Spacious and modern 1 bedroom cottage sits amongst a well-manicured garden with majestic swaying palms. Less than 150 steps away from the famous Grace Bay Beach. This cozy sanctuary is quiet and bears the true beauty of itself, it’s perfect for honeymooners or if you’re just seeking for some quiet and down time. Complete with high-speed internet, cable TV and all amenities one need for the perfect vacation, The Nest is where you want to be.